data_NC2
# 
_chem_comp.id                                    NC2 
_chem_comp.name                                  "NITROCEFIN ACYL-SERINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H23 N5 O11 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-16 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   OBS 
_chem_comp.pdbx_replaced_by                      NC1 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        621.596 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     NC2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
NC2 S1   S1   S 0  1 N N N 42.561 66.496 36.180 -2.414  0.135  4.000  S1   NC2 1  
NC2 C2   C2   C 0  1 N N R 41.043 65.516 36.313 -4.058  0.515  3.318  C2   NC2 2  
NC2 N3   N3   N 0  1 N N N 41.139 64.148 35.798 -4.210  -0.044 1.989  N3   NC2 3  
NC2 C4   C4   C 0  1 N N N 42.250 63.367 35.532 -3.316  0.385  0.926  C4   NC2 4  
NC2 C5   C5   C 0  1 N N N 43.697 63.882 35.772 -1.850  0.069  1.277  C5   NC2 5  
NC2 C6   C6   C 0  1 N N N 43.861 65.280 36.335 -1.411  0.714  2.599  C6   NC2 6  
NC2 C7   C7   C 0  1 N N N 39.503 64.300 37.959 -6.511  0.275  3.720  C7   NC2 7  
NC2 O8   O8   O 0  1 N N N 39.653 63.412 38.824 -6.903  1.429  3.579  O8   NC2 8  
NC2 C9   C9   C 0  1 N N R 40.534 65.471 37.805 -5.124  -0.063 4.241  C9   NC2 9  
NC2 N10  N10  N 0  1 N N N 41.629 65.201 38.811 -4.929  -1.482 4.387  N10  NC2 10 
NC2 C11  C11  C 0  1 N N N 42.111 66.256 39.677 -5.275  -2.174 5.542  C11  NC2 11 
NC2 O12  O12  O 0  1 N N N 41.675 67.436 39.661 -5.773  -1.665 6.542  O12  NC2 12 
NC2 C13  C13  C 0  1 N N N 43.212 65.843 40.652 -4.968  -3.654 5.421  C13  NC2 13 
NC2 C14  C14  C 0  1 Y N N 44.509 66.463 40.232 -5.929  -4.527 6.185  C14  NC2 14 
NC2 S15  S15  S 0  1 Y N N 45.577 65.579 39.309 -5.313  -5.566 7.381  S15  NC2 15 
NC2 C16  C16  C 0  1 Y N N 46.736 66.828 39.263 -6.887  -6.143 7.733  C16  NC2 16 
NC2 C17  C17  C 0  1 Y N N 46.273 67.899 39.954 -7.845  -5.544 6.945  C17  NC2 17 
NC2 C18  C18  C 0  1 Y N N 45.002 67.820 40.543 -7.280  -4.599 6.040  C18  NC2 18 
NC2 C19  C19  C 0  1 N N N 41.882 61.960 34.970 -3.738  -0.357 -0.308 C19  NC2 19 
NC2 O1   O1   O 0  1 N N N ?      ?      ?      -8.575  -2.794 0.543  O1   NC2 20 
NC2 O20  O20  O 0  1 N N N 42.723 61.097 34.673 -4.154  0.506  -1.267 O20  NC2 21 
NC2 O21  O21  O 0  1 N N N 40.673 61.804 34.859 -3.710  -1.572 -0.440 O21  NC2 22 
NC2 C22  C22  C 0  1 N N N 44.909 63.096 35.476 -0.923  0.537  0.189  C22  NC2 23 
NC2 C23  C23  C 0  1 N N N 46.168 63.550 35.691 -1.080  1.697  -0.467 C23  NC2 24 
NC2 C24  C24  C 0  1 Y N N 47.399 62.793 35.364 -0.204  2.191  -1.543 C24  NC2 25 
NC2 C25  C25  C 0  1 Y N N 48.731 63.309 35.615 0.887   2.999  -1.258 C25  NC2 26 
NC2 C26  C26  C 0  1 Y N N 49.909 62.449 35.225 1.697   3.450  -2.300 C26  NC2 27 
NC2 C27  C27  C 0  1 Y N N 49.748 61.204 34.651 1.406   3.090  -3.616 C27  NC2 28 
NC2 C28  C28  C 0  1 Y N N 48.359 60.678 34.403 0.306   2.277  -3.889 C28  NC2 29 
NC2 C29  C29  C 0  1 Y N N 47.257 61.415 34.740 -0.504  1.825  -2.847 C29  NC2 30 
NC2 N30  N30  N 1  1 N N N 49.042 64.538 36.174 1.209   3.384  0.078  N30  NC2 31 
NC2 O31  O31  O -1 1 N N N 48.046 65.523 36.615 2.345   4.219  0.319  O31  NC2 32 
NC2 O32  O32  O 0  1 N N N 50.354 64.900 36.349 0.520   3.017  1.095  O32  NC2 33 
NC2 N33  N33  N 1  1 N N N 50.823 60.466 34.310 2.233   3.550  -4.679 N33  NC2 34 
NC2 O34  O34  O -1 1 N N N 50.636 59.120 33.686 1.931   3.176  -6.028 O34  NC2 35 
NC2 O35  O35  O 0  1 N N N 52.102 60.936 34.528 3.258   4.301  -4.495 O35  NC2 36 
NC2 N    N    N 0  1 N N N 36.007 63.245 39.236 -9.806  -0.327 0.829  N    NC2 37 
NC2 CA   CA   C 0  1 N N S 35.947 63.590 37.814 -8.496  -0.518 1.402  CA   NC2 38 
NC2 CB   CB   C 0  1 N N N 37.220 64.487 37.450 -8.555  -0.611 2.920  CB   NC2 39 
NC2 OG   OG   O 0  1 N N N 38.511 64.353 36.976 -7.237  -0.841 3.429  OG   NC2 40 
NC2 O    O    O 0  1 N Y N 34.764 62.384 35.847 -6.578  -1.721 0.659  O    NC2 41 
NC2 C    C    C 0  1 N N N 35.938 62.131 36.735 -7.926  -1.792 0.814  C    NC2 42 
NC2 H2   H2   H 0  1 N N N 40.261 66.038 35.714 -4.180  1.603  3.281  H2   NC2 43 
NC2 HN3  HN3  H 0  1 N N N 40.608 64.156 34.926 -5.150  -0.324 1.717  HN3  NC2 44 
NC2 H6C1 1H6C H 0  0 N N N 44.122 65.189 37.415 -0.365  0.469  2.817  H6C1 NC2 45 
NC2 H6C2 2H6C H 0  0 N N N 44.795 65.716 35.910 -1.484  1.807  2.550  H6C2 NC2 46 
NC2 H9   H9   H 0  1 N N N 40.035 66.437 38.054 -5.034  0.368  5.243  H9   NC2 47 
NC2 H10  H10  H 0  1 N N N 42.032 64.267 38.880 -4.521  -2.000 3.611  H10  NC2 48 
NC2 H131 1H13 H 0  0 N N N 43.289 64.736 40.757 -3.946  -3.834 5.777  H131 NC2 49 
NC2 H132 2H13 H 0  0 N N N 42.952 66.085 41.709 -4.981  -3.929 4.359  H132 NC2 50 
NC2 H16  H16  H 0  1 N N N 47.711 66.773 38.751 -7.036  -6.893 8.497  H16  NC2 51 
NC2 H17  H17  H 0  1 N N N 46.883 68.813 40.051 -8.900  -5.773 7.013  H17  NC2 52 
NC2 H18  H18  H 0  1 N N N 44.481 68.605 41.117 -7.853  -4.015 5.331  H18  NC2 53 
NC2 H20  H20  H 0  1 N N N 42.498 60.239 34.330 -4.433  0.039  -2.084 H20  NC2 54 
NC2 H221 1H22 H 0  0 N N N 44.784 62.083 35.057 -0.104  -0.134 -0.054 H221 NC2 55 
NC2 H231 1H23 H 0  0 N N N 46.234 63.826 36.769 -1.924  2.336  -0.216 H231 NC2 56 
NC2 H26  H26  H 0  1 N N N 50.930 62.827 35.404 2.555   4.084  -2.088 H26  NC2 57 
NC2 H28  H28  H 0  1 N N N 48.228 59.684 33.943 0.072   1.991  -4.911 H28  NC2 58 
NC2 H29  H29  H 0  1 N N N 46.251 61.003 34.556 -1.357  1.192  -3.078 H29  NC2 59 
NC2 HN1  1HN  H 0  1 N N N 35.652 63.779 40.029 -10.596 -0.776 1.259  HN1  NC2 60 
NC2 HN2  2HN  H 0  1 N N N 36.825 63.225 39.846 -9.881  0.072  -0.091 HN2  NC2 61 
NC2 HA   HA   H 0  1 N N N 34.986 64.080 37.534 -7.906  0.344  1.071  HA   NC2 62 
NC2 HBC1 1HBC H 0  0 N N N 36.786 65.217 36.728 -9.188  -1.445 3.238  HBC1 NC2 63 
NC2 HBC2 2HBC H 0  0 N N N 37.382 65.049 38.399 -8.947  0.311  3.365  HBC2 NC2 64 
NC2 H    H    H 0  1 N N N 35.187 63.116 36.280 -6.154  -2.535 0.311  H    NC2 65 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
NC2 S1  C2   SING N N 1  
NC2 S1  C6   SING N N 2  
NC2 C2  N3   SING N N 3  
NC2 C2  C9   SING N N 4  
NC2 C2  H2   SING N N 5  
NC2 N3  C4   SING N N 6  
NC2 N3  HN3  SING N N 7  
NC2 C4  C5   DOUB N N 8  
NC2 C4  C19  SING N N 9  
NC2 C5  C6   SING N N 10 
NC2 C5  C22  SING N N 11 
NC2 C6  H6C1 SING N N 12 
NC2 C6  H6C2 SING N N 13 
NC2 C7  O8   DOUB N N 14 
NC2 C7  C9   SING N N 15 
NC2 C7  OG   SING N N 16 
NC2 C9  N10  SING N N 17 
NC2 C9  H9   SING N N 18 
NC2 N10 C11  SING N N 19 
NC2 N10 H10  SING N N 20 
NC2 C11 O12  DOUB N N 21 
NC2 C11 C13  SING N N 22 
NC2 C13 C14  SING N N 23 
NC2 C13 H131 SING N N 24 
NC2 C13 H132 SING N N 25 
NC2 C14 S15  SING Y N 26 
NC2 C14 C18  DOUB Y N 27 
NC2 S15 C16  SING Y N 28 
NC2 C16 C17  DOUB Y N 29 
NC2 C16 H16  SING N N 30 
NC2 C17 C18  SING Y N 31 
NC2 C17 H17  SING N N 32 
NC2 C18 H18  SING N N 33 
NC2 C19 O20  SING N N 34 
NC2 C19 O21  DOUB N N 35 
NC2 O1  C    DOUB N N 36 
NC2 O20 H20  SING N N 37 
NC2 C22 C23  DOUB N E 38 
NC2 C22 H221 SING N N 39 
NC2 C23 C24  SING N N 40 
NC2 C23 H231 SING N N 41 
NC2 C24 C25  SING Y N 42 
NC2 C24 C29  DOUB Y N 43 
NC2 C25 C26  DOUB Y N 44 
NC2 C25 N30  SING N N 45 
NC2 C26 C27  SING Y N 46 
NC2 C26 H26  SING N N 47 
NC2 C27 C28  DOUB Y N 48 
NC2 C27 N33  SING N N 49 
NC2 C28 C29  SING Y N 50 
NC2 C28 H28  SING N N 51 
NC2 C29 H29  SING N N 52 
NC2 N30 O31  SING N N 53 
NC2 N30 O32  DOUB N N 54 
NC2 N33 O34  SING N N 55 
NC2 N33 O35  DOUB N N 56 
NC2 N   CA   SING N N 57 
NC2 N   HN1  SING N N 58 
NC2 N   HN2  SING N N 59 
NC2 CA  CB   SING N N 60 
NC2 CA  C    SING N N 61 
NC2 CA  HA   SING N N 62 
NC2 CB  OG   SING N N 63 
NC2 CB  HBC1 SING N N 64 
NC2 CB  HBC2 SING N N 65 
NC2 O   C    SING N N 66 
NC2 O   H    SING N N 67 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
NC2 SMILES           ACDLabs              10.04 O=C(O)C(N)COC(=O)C(NC(=O)Cc1sccc1)C2SCC(=C(N2)C(=O)O)\C=C\c3ccc([N+]([O-])=O)cc3[N+]([O-])=O 
NC2 InChI            InChI                1.02b 
InChI=1/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/b4-3+/t16-,20-,21+/m0/s1/f/h26,31,33H 
NC2 InChIKey         InChI                1.02b GPHOELDACAWWAE-LNPOAWELDM 
NC2 SMILES_CANONICAL CACTVS               3.341 N[C@@H](COC(=O)[C@@H](NC(=O)Cc1sccc1)[C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C(O)=O)C(O)=O 
NC2 SMILES           CACTVS               3.341 N[CH](COC(=O)[CH](NC(=O)Cc1sccc1)[CH]2NC(=C(CS2)C=Cc3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C(O)=O)C(O)=O 
NC2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(sc1)CC(=O)N[C@@H]([C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)O)C(=O)OC[C@@H](C(=O)O)N 
NC2 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(sc1)CC(=O)NC(C2NC(=C(CS2)C=Cc3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)O)C(=O)OCC(C(=O)O)N 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
NC2 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-2-{(1R)-2-[(2S)-2-amino-2-carboxyethoxy]-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid"           
NC2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(1R)-2-[(2S)-2-amino-3-hydroxy-3-oxo-propoxy]-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" 
# 
